
House holiday rentals in St. Helena
Find and book unique houses on Airbnb
Quick stats about house rentals in St. Helena

Total holiday rentals
Explore 50 holiday rentals in St. Helena

Nightly prices starting at
St. Helena holiday rentals start at $78 SGD per night before taxes and fees

Verified guest reviews
Over 1,220 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of St. Helena holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across St. Helena rentals

5 Average rating
St. Helena stays are highly rated by guests – averaging 5 out of 5!
Top-rated house rentals in St. Helena
Guests agree: these houses are highly rated for location, cleanliness and more.

Quiet Wine County Retreat with Bocce and Hot tub!
Central wine country location Close to wineries, tasting rooms, gourmet market, french bakery & restaurants New luxury 3-BR, 2.5 bath Hot tub & bocce ball We can host 5 adults + 2-3 kids Quiet spacious home nestled in the redwoods on 1/2 acre Complimentary pastries from local bakery Linens, towels, spa robes & toiletries provided Complimentary coffee, tea & sugar Huge outdoor decks with 3 seating areas, dining table, fire-pit Corn-hole, giant jenga & board games Kids’ books, games & baby items

Silverado Napa Remodeled 3 bed 2 bath
Beautiful Silverado Resort & Spa home with 2 bedrooms, 3 beds (one is pullout sofa in living room), & 2 baths in a gated community. One bathroom is ensuite. Home sleeps 6 guests. One of the pools is next to the unit (open seasonally). Remodeled kitchen, dining room and laundry in property. About 10 stairs from carpet to front door. Tennis court access and extensive walking trails. Located on the grounds of Silverado Resort and Country Club. Just minutes to downtown Napa and numerous wineries.

Fireside Sips & Oak Dreams in Sonoma Valley
Ultimate wine country escape! Stylish 3-bedroom, 1-bathroom oasis nestled in serene Sonoma Valley. Charming getaway features an equipped kitchen, inviting outdoor patios, BBQ grill, outdoor games, and cozy fire pit, perfect for enjoying stunning wooded backdrop. Unwind on the Peloton bike or indulge in board games. Ideal destination! Downtown Glen Ellen and Kenwood wineries are just a five-minute drive away. A perfect balance of seclusion and convenience await you. Pets are allowed, with fee.

HOT TUB | Sonoma Gem | VIEWS | Sleeps 6
Enjoy stunning views of Sonoma! Welcome to Sonoma Vista, minutes from renowned wineries and Downtown Sonoma. Perfect perch for families, couples! Nestled in oak-studded hills, this modern haven boasts three bedrooms, two sleek bathrooms with heated floors, and remote-work-friendly desks. Indulge in a mid-century bar, chef's kitchen, and a jaw-dropping game room. Outside, a vast deck with dining, fire pit, and lounge seating awaits. Immerse yourself in wine country luxury at Sonoma Vista!

Cozy Craftsman Cottage
Charming, peaceful one bedroom craftsman cottage on natural 60 acre property on a country road. Vaulted ceilings, wide plank hardwood floors, wood burning stove and full kitchen. The lake is a 5 minute walk- beautiful to enjoy but is not for swimming. Myself and the property owner do live on property. 15 minutes from downtown Calistoga, 30 from downtown Healdsburg and 30 minutes from Santa Rosa. Your four legged friends are welcome for an additional $50 pet fee which I will send separately

Calistoga Tejas Trails
Welcome to Tejas Trails, your country getaway nestled in Calistoga's mountain vistas, just 10 minutes from downtown. This new home (2023) is easy to share with friends or family. Enjoy refreshing mountain sunrises, dinners on the huge deck, watch sunsets sipping wine by the firepit, swing under a large oak tree, and take tranquil walks on the country road. This is the perfect place to leave the hustle and bustle behind, while still minutes from Napa Valley’s finest restaurants and wineries!

Cedar Street Victorian
Turn of the century Victorian heritage home less than half a block walking distance to restaurants, wine tasting, shopping, spas and the year round Sat farmers market. You’ll love the house because of the comfy beds, the outdoor space, and the neighborhood. It is good for couples, solo adventurers, business travelers, and adult family functions. Pioneer park is right across the street. Every Thurs night in the summer months there are free concerts you can enjoy from the front porch.

A sophisticated Wine Country Cottage with Hot tub
Escape to Thornsberry Cottage, a luxe wine country retreat 5 mins from Sonoma Square. This unique property features two separate cottages, each with a private bed/bath, perfect for guests seeking privacy and togetherness. Enjoy vaulted ceilings, a large deck, a private hot tub, and a fire pit under ancient oaks. 5 minutes from the Sonoma Square, 3 minutes to the oldest wineries in California, or walk or bike to Gundlach Bundschu at the end of our road. Your serene getaway awaits!

Heart of Napa Valley - 2BR Retreat
City of St. Helena Permit #2012-27 Welcome to our charming two bedroom cottage in St. Helena, the heart of the Napa Valley. Our home is just steps from downtown restaurants, grocery store, shops, movie theatre, and wineries. Enjoy all the famed Napa Valley wine country has to offer. Choose to spend the day tasting at some of the world's premier wineries or visit the shops of St. Helena, Yountville, Calistoga and Napa. You may even want to visit the Outlet Stores in Napa.

Charming Home Just Steps From Wine & Hot Springs!
An oasis just 2 blocks from downtown Calistoga's tasting rooms, restaurants, hot springs, spas & shopping, Casa LaBloom is a charming home waiting for you to unWINE & relax. Enjoy a cup of perfect home made espresso on the front porch, or lunch under the palms and watch the world go by. Rather taste wine? There are 5 tasting rooms within 2 blocks - no need to drive! Casa LaBloom is the perfect cozy space for a family, or for couples on a secluded wine country get-away.

10-Acre Vineyard Cottage w/Hot Tub + Bocce Court
Escape to a private and peaceful retreat surrounded by Russian River Valley Chardonnay and olive trees. Set on 10 acres of producing vines, our cottage offers vineyard views, a bocce court, fire pit, garden, cruiser bikes, and a sparkling hot tub. Immerse yourself in world-class food, wine, cycling, and nature. Your perfect wine country escape awaits!

Vineyard Farmhouse w/ Pool & Mt. Helena Views
Private vineyard farmhouse with brand-new pool and panoramic Mt. Helena views. Set among the vines just 15 minutes from Calistoga, this recently styled retreat blends wine country charm with modern comfort. Unwind poolside by day, gather under the globe lights at night, and experience Napa Valley from your own secluded perch.
Popular amenities for house rentals in St. Helena
House rentals with a pool

Farpoint: Heated Infinity Pool, Mountain Views

Tropical Oasis with Pool & Hot Tub 30min to Sonoma

Napa Getaway w/ Pool, Spa & Outdoor Lounge

Sonoma Country Club Wine Country w/ pool

Wine Country Villa Heated Pool Hot Tub Upper Level

Modern wine country stunner with pool & pickleball

Wine Country Escape: Pool & Hot Tub. Fast WiFi

Wine Country Retreat- Privacy-Spa/Pool/Games
Weekly house rentals

Casa Alta w/ Hot Tub, Walk to Oxbow and Downtown!

Sonoma Paradise- Yoga Room

A Wine Travelers Dream in the Heart of Napa Valley

Russian River Luxury Escape | Private Hot Tub

Wake Up in Your Own Private Vineyard - Healdsburg

Healdsburg House - Chiquita Road

Stoddard House

Zen House on 15 acres
Private house rentals

Tangerine Cottage

Downtown St. Helena Vineyard Cottage

Wine Country Cottage

Napa Valley Retreat 2BD/2BA | Mins to Dntwn

Wine Country Retreat with Vineyard Views

Luxury Napa Valley Estate Vineyard Views St Helena

Charming Wine Country cottage close to downtown

Come and Visit the Valley Sleeps 4 to 8 Guests
When is the best time to visit St. Helena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $672 SGD | $620 SGD | $672 SGD | $258 SGD | $287 SGD | $297 SGD | $258 SGD | $300 SGD | $288 SGD | $292 SGD | $258 SGD | $633 SGD |
| Avg. temp | 10°C | 10°C | 11°C | 11°C | 12°C | 13°C | 14°C | 14°C | 15°C | 13°C | 12°C | 10°C |
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- Rentals with a washing machine and dryer St. Helena
- Rentals with breakfast St. Helena
- Rentals with a firepit St. Helena
- Rentals with a hot tub St. Helena
- Hotel rooms St. Helena
- Flat rentals St. Helena
- Rentals with a fireplace St. Helena
- Family-friendly rentals St. Helena
- Rentals with pools St. Helena
- Rentals with a patio St. Helena
- Pet-friendly rentals St. Helena
- Cottage rentals St. Helena
- Villa rentals St. Helena
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